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Synthesis of a novel starch‐derived AB‐type polyurethane
Author(s) -
Bachmann Frank,
Reimer Joachim,
Ruppenstein Marcus,
Thiem Joachim
Publication year - 1998
Publication title -
macromolecular rapid communications
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.348
H-Index - 154
eISSN - 1521-3927
pISSN - 1022-1336
DOI - 10.1002/(sici)1521-3927(19980101)19:1<21::aid-marc21>3.0.co;2-t
Subject(s) - differential scanning calorimetry , condensation polymer , polymer chemistry , monomer , polyurethane , crystallinity , gel permeation chromatography , polymerization , melting point , glass transition , materials science , derivative (finance) , catalysis , chemistry , organic chemistry , polymer , composite material , physics , financial economics , economics , thermodynamics
Starting from 1,4:3,6‐dianhydrosorbitol (DAS, 1 ), a five step monomer synthesis led to 2‐deoxy‐1,4:3,6‐dianhydro‐2‐isocyanato‐ L ‐iditol, 9 , which by catalytic polyaddition gave polyurethane 13 . A second route required the synthesis of 2‐azido‐5‐ O ‐chloroformyl‐2‐deoxy‐1,4:3,6‐dianhydro‐ L ‐iditol, 11 . During catalytic hydrogenation, the intermediate 2‐aminochloroformyl derivative 12 underwent spontaneous polycondensation. The structure of 13 was characterized by 1 H and 13 C NMR, IR spectroscopy and elemental analyses. Gel‐permeation chromatography showed M̄ n = 8 000–12 000 corresponding to a degree of polymerisation up to 70. Differential scanning calorimetry revealed the polyadduct to be semicrystalline with a glass transition at T g = 118°C and a melting range of 190–200°C. The polycondensation product was found to be crystalline with a melting range of 140–180°C.